5-chloro-3-phenyl-oxazole

Base Information

• Chemical Name: 5-chloro-3-phenyl-oxazole
• CAS No.: 3356-89-6
• Molecular Formula: C9H6ClNO
• Molecular Weight: 179.606
• Hs Code.: 2934999090
• Mol file: 3356-89-6.mol

Synonyms:3-Phenyl-5-chloroisoxazole;NSC 295879;5-Chloro-3-phenylisoxazole;

Chemical Property of 5-chloro-3-phenyl-oxazole

Chemical Property:

• Vapor Pressure: 0.000857mmHg at 25°C
• Melting Point: 51-52℃
• Refractive Index: 1.559
• Boiling Point: 314.5 °C at 760 mmHg
• PKA: -4.43±0.50(Predicted)
• Flash Point: 144 °C
• PSA: 26.03000
• Density: 1.258 g/cm³
• LogP: 2.99500
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

5-Chloro-3-phenylisoxazole >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-chloro-3-phenyl-oxazole

There total 9 articles about 5-chloro-3-phenyl-oxazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

1,1-dichloro-2-phenylcyclopropane (2415-80-7) → 3-phenyl-5-chloroisoxazole (3356-89-6)

Guidance literature:

With nitrosonium tetrafluoroborate; In acetonitrile; for 1.5h; Ambient temperature;

DOI:10.1021/jo962297i

Reference yield: 79.0%

3-phenyl-4H-isoxazol-5-one (1076-59-1) → 3-phenyl-5-chloroisoxazole (3356-89-6)

Guidance literature:

With triethylamine; trichlorophosphate; at 0 - 100 ℃; for 6h;

DOI:10.1002/ejoc.201900187

Reference yield: 78.0%

1,1-Dichloroethylene (75-35-4,9002-85-1) + benzohydroximoyl chloride (698-16-8) → 3-phenyl-5-chloroisoxazole (3356-89-6)

Guidance literature:

With triethylamine; at 25 ℃;

DOI:10.1016/S0040-4039(01)91206-7

upstream raw materials:

3-phenyl-4H-isoxazol-5-one

1,1-Dichloroethylene

benzohydroximoyl chloride

1,1-dichloro-2-phenylcyclopropane

Downstream raw materials:

5-pent-4-enyloxy-3-phenyl-isoxazole

5-ethoxy-3-phenylisoxazole

5-butylsulfanyl-3-phenyl-isoxazole

5-(2-ethylsulfanyl-ethoxy)-3-phenyl-isoxazole

Refernces

• 1、 Popov,Kobelevskaya,Titov,Larina,Rozentsveig. "Synthesis of 5-Chloroisoxazoles Derived from 2,2-Dichlorovinyl Ketones". . p. 1958 - 1962. Retrieved 2021/01/13.
• 2、 Bondarenko, Oksana B.,Garaev, Zaur M.,Komarov, Arseniy I.,Kuznetsova, Lyubov I.,Gutorova, Svetlana V.,Skvortsov, Dmitry A.,Zyk, Nikolai V.. "Nitrosylsulfuric acid in the synthesis of 5-chloroisoxazoles from 1,1-dichlorocyclopropanes". . p. 419 - 420. Retrieved 2019/08/20.